If you are trying to determine where an existing line "will" be at a certain temperature or mechanical loading (i.e., ice), then you need to know the conductor temperature when you measure existing sag and clearance. If you assume ambient, and the temperature is higher, you're going to be wrong. If your temperature measuring device is not accurate, you're going to be wrong.
This can be important on a dynamic rating, since the same factors would apply. You want to make sure you don't allow the line to sag below a certain level at maximum load, whether from expected load or emergency load.